128659-92-7Relevant academic research and scientific papers
A chemoselective oxidation of monosubstituted ethylene glycol: Facile synthesis of optically active α-hydroxy acids
Chinthapally, Kiran,Baskaran, Sundarababu
, p. 4305 - 4309 (2014/06/23)
A mild and efficient method for the synthesis of optically active α-hydroxy acids through chemoselective oxidation of monosubstituted ethylene glycols using the TEMPO-NaOCl reagent system is described. It is evident from our studies that the solvent, pH and reaction temperature are very crucial for the success of this oxidation. The versatility of this method has been demonstrated with a variety of aliphatic, aromatic and carbohydrate substrates bearing various functional groups. the Partner Organisations 2014.
Discovery of an intravenous hepatoselective glucokinase activator for the treatment of inpatient hyperglycemia
Stevens, Benjamin D.,Litchfield, John,Pfefferkorn, Jeffrey A.,Atkinson, Karen,Perreault, Christian,Amor, Paul,Bahnck, Kevin,Berliner, Martin A.,Calloway, Jessica,Carlo, Anthony,Derksen, David R.,Filipski, Kevin J.,Gumkowski, Mike,Jassal, Charanjeet,MacDougall, Margit,Murphy, Brendan,Nkansah, Paul,Pettersen, John,Rotter, Charles,Zhang, Yan
, p. 6588 - 6592 (2014/01/06)
Glucokinase (hexokinase IV) continues to be a compelling target for the treatment of type 2 diabetes given the wealth of supporting human genetics data and numerous reports of robust clinical glucose lowering in patients treated with small molecule allosteric activators. Recent work has demonstrated the ability of hepatoselective activators to deliver glucose lowering efficacy with minimal risk of hypoglycemia. While orally administered agents require a considerable degree of passive permeability to promote suitable exposures, there is no such restriction on intravenously delivered drugs. Therefore, minimization of membrane diffusion in the context of an intravenously agent should ensure optimal hepatic targeting and therapeutic index. This work details the identification a hepatoselective GKA exhibiting the aforementioned properties.
HETEROARYLS AMIDE DERIVATIVES AND THEIR USE AS GLUCOKINASE ACTIVATORS
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Page/Page column 53, (2010/04/06)
The present invention provides Formula (1A) compounds that act as glucokinase activators; pharmaceutical compositions thereof; and methods of treating diseases, disorders, or conditions mediated by glucokinase. X, Y, Z, R1, R2, R3, and R4 are as described herein.
Process research of (R)-cyclohexyl lactic acid and related building blocks: A comparative study
Storz, Thomas,Dittmar, Peter,Fauquex, Pierre Francois,Marschal, Philippe,Lottenbach, Willy Urs,Steiner, Heinz
, p. 559 - 570 (2013/09/05)
(S)-Cyclohexyl lactic acid is a component of the selective E-selectin inhibitor 2 ((S)-cHexLact-2-0-(3-Galβ(1→3)ddGlc-(4→1)αFuc). We describe the evaluation of various synthetic routes to this building block: (A) diazotation of phenylalanine followed by phenyl ring hydrogenation; (B) phenyl ring hydrogenation of phenyl alanine followed by diazotation; (C) acidic hydrolysis of the cyanohydrin derived from phenylacetaldehyde, enantiomeric resolution of the resulting, racemic phenyl lactic acid via diasteromeric salt formation and phenyl ring hydrogenation; (D) enantioselective dihydroxylation of a cinnamate ester, followed by hydrogenation of the benzylic hydroxy group and the aromatic nucleus; (E) enantioselective biocatalytic reduction of phenylpyruvic acid, followed by phenyl ring hydrogenation. The development of (2R)-2-0-(4-nitrophenyl)sulfonyl-cyclohexyl lactic acid p-bromobenzylester 21 as a buidling block with improved crystallinity and stability is also described.
